Read up here to catch up with whats going on if you’re interested.
[https://www.reddit.com/r/gonewildstories/comments/al4jw0/the_time_i_f_hooked_up_with_my_roommate/](https://www.reddit.com/r/gonewildstories/comments/al4jw0/the_time_i_f_hooked_up_with_my_roommate/)
After the previous experience where I blew Stephen, I masturbated a lot once again. That night I probably got off with my rabbit two or three times. The following days were a mix of work, and going out with friends. Which brings us to about two days after the blow job.
I got home from work, again wearing my blue swimsuit, one piece of course, and a pair of short sweatshorts. Stephen was on the couch, watching TV. He looked at me and said “hi” I went to the fridge and got my left overs, microwaved them and then sat on the couch next to him and ate.
When I was done, I put the bowl down on the coffee table, and sat back.. into his arm that he’d snuck behind me. I lifted it off of me and put it back in his lap, he laughed slightly. He was wearing his basketball shorts again, but no shirt this time. He was still skinny, still pale. He put his hand on my thigh. I was horny, but I wasn’t that horny. I brushed his hand off. He turned to me and said, “Want to fool around again?” I looked at him in the eyes.. I was horny. I was interested in fooling around, but I wasn’t really horny enough to blow him again, or have sex.
“I think you owe me this time.” I replied, hoping that would push him away a bit, instead he replied with,
“Oh? How can I repay the debt?” He said, as he slipped his tongue out. I cringed. He was still super awkward, and not in a way that I could completely get over.
“How about a massage?” I asked. I was tired, and my shoulders hurt, and figured it was worth a shot. He looked back at me.
“Only if you’re naked.” I considered it momentarily. I’d had a massage before by a pro. I was naked there. Stephen had seen me naked, and really I was just going to be face down anyways. Even if he was bad it would be better then nothing. I agreed with him and replied:
“Give me 3 min.” I got up and walked to my room. I lit the candle I had beside the bed. It was a nice relaxing smell. I grabbed the baby oil from my dresser, and I slipped off my shorts and swimsuit. I know everyone is thinking.. she’s asking for it. But at the time I didn’t think about that. I was tired, sore and this seemed pretty harmless.
I got naked and slipped under my covers, pulling them up over my ass to my hips. The room was dark, and I youtubed some nature sounds for my phone. I figured if it was more like a professional massage environment it would be more relaxing.
Stephen knocked a moment after I got settled, and I told him to come in. He “wowed” when he saw me on the bed. I replied with “don’t get any ideas.” My arms were stretched out over my head, and I was obviously face down. I told him, “the oil is on the side table.”
I felt him climb on the bed, and straddle my thighs, then reach over me to the bedside table and grab the oil. Then he squeezed some on my back, It was cold and I flinched. He apologised.
He put the cap on the bottle and dropped it on the bed, then started spreading it around, before starting to massage my back. He started at the small of my back, and worked his way up, eventually getting to my shoulders. He worked the shoulders out to my upper arms. I was in heaven. He was actually surprisingly good and had very strong hands. He continued massaging and adding oil as required. He massaged the sides of my ribs gently, and I could tell he was feeling the sides of my breasts. I was ok with it as the res t of the massage was incredibly enjoyable.
Then he moved back down to my lower back, and massaged that for a moment, before gently sliding a hand under the covers and massaging my ass cheek. Again I was ok with this as it was going so well. I was incredibly relaxed. The massage on my but cheek felt incredible too. He pushed his thumb deep into the muscle until the nerve tingled.
Once he did both bum cheeks, he shuffled himself backwards and slid the sheets off my ass to about the back of my knees. I was still enjoying the massage so I didn’t protest. He then massaged the back of my thighs, then the outsides, and then moved down again, massaging the back of my calves, and my ankles. Eventually he got to my feet and gave an incredible foot massage. I was in pure bliss. I was aware that I was completely buck naked on my bed, with a guy that I wasn’t overly interested in, but the massage was just so perfect. I’d even venture that he was better then a professional.
Once he was done with my feet, he started back up my calves. Oiling as he went, he massaged them, and then my thighs, only this time he did the back and inside of my thighs, moving all the way up to just shy of my pussy, before moving on to my bum cheeks again, and massaging them aggressively. Had he touched my pussy he would have found it soaking wet. The combination of the foot massage, and then the move up my thighs had turned me on to max. I was sopping wet and dripping grool. I tried to push my ass up into his hands, and slightly spread my knees to give him access to my pussy, so that he could play with it. I figured that would be a nice safe end to the massage so far, and would make us even. He then shuffled himself up, and started to massage my lower back, that’s when I felt his cock. He had slipped off his shorts at some point. I guess I wasn’t getting the gentle clit massage and happy ending that I had suddenly been hoping for.
He straddled my thighs again, and massaged my lower back, and then slowly moved up towards my shoulders again. I felt his hard cock between my ass cheeks. Sliding around in the oil left there. He ground his cock into my cheeks firmly, and I was instantly turned on again. My wet pussy started aching for his cock. I lifted my hips into him, letting him know silently that I was open to what he was hoping for.
He continued massaging. I pulled my arms down under me, letting me push myself back into him, he responded by pushing his cock and hips into me again, humping my ass. I finally gave up with the subtle pushing, and moaned a “I want you inside me.” I was ridiculously horny. I hadn’t been laid in months, I had already played with Stephen and his cock, what was a little sex between roommates. Besides, we had somewhat established that this was purely a benefits thing. I believe he understood that.
He asked “are you sure?”
I replied with “Don’t make me change my mind.”
He grabbed his cock with one hand, and put the other hand on my back, still pressing on me with the heel of his hand, keeping the massage going, somewhat. He pulled his hips back, and then pushed them into me again, his cock sliding in the oil between my ass cheeks.
“You can’t cum inside me, you have to pull out.” I warned him before he even entered me. He agreed. I was naive back then. I’ll admit it. 3 of my 4 partners at that point had came in me before. I was really bad with using condoms, and they were really bad at pulling out. I’m literally amazed I never got pregnant. Wrap your cocks boys. That’s my PSA over.
He pulled his hips back again, and slid them forwards while aiming his cock with his hand, his cock slipped fairly effortlessly into me, only not what he was trying to enter, or I was expecting. He slipped his cock into my ass. I moaned loudly and grabbed two handfulls of the bed. Then bit a mouthful of comforter. He asked “Wha, what’s wrong!?”
I replied with “That’s my ass.” He put his hand on my ass cheek and pulled it open slightly, taking a look. “S.. sorry, I didn’t…”
“Don’t move!” I replied. “just give me a second.” It was painful, but in a good way. I had done a little self exploration with my ass previously after seeing Stephen take my vibrator, and I had learned that it was something that I enjoyed. I just hadn’t been expecting it.
A few seconds later I replied with “OK, be gentle.” He slowly started rolling his hips back and forth, pulling his cock about 1/2 way out, before sliding it back in. I moaned and purred as he did it. My body was like putty. My muscles were all soft and well massaged, and my pussy was soaking wet, I was very much enjoying his cock in my ass.
As he fucked my ass gently, I put a hand down and started to tease my clit. As I did I relaxed even further, and started to approach orgasm. He leaned down on me, and whispered in my ear.
“I’m really sorry, but this is fantastic.”
I replied. “it’s ok, it feels fantastic on this end too,” as I moaned and ughed at each of his gentle thrusts.
“I totally thought pussies were way further back then they are.. ” he stated.
“You say that like this is your first pussy.” I replied. Realising that he wasn’t really in my pussy so it didn’t really make sense.
“You’re the first girl I’ve been with.” He said. I instantly got even wetter as I toyed my clit.
“Seriously?” I asked, as he continued to gently slide in and out, while laying on my back.
“Ya, I was a virgin.” He said.
“You still are, technically… now stop talking and let me get off.” I replied.
This drove him to sit up slightly, and start pushing further and harder into me, I enjoyed it and started rubbing my clit more vigorously. As I got closer and closer, he got faster and faster. The oil making squishy sounds as he started to pound me and his shaved balls started to swing and slap my bumcheeks and pussy lips.
He sat upright, and put his hands on my ass, spreading my cheeks and watching his cock slide in and out. I came right to the edge of orgasm, and in the moment said. “Cum inside me.”
“You told me to pull out?” He inquired.
“Shut up and cum with me.” I moaned as I went over the edge and my whole body shuddered as my clit felt like it exploded. I squeezed all my muscles forcing the orgasm to the surface. I clamped my asshole on his cock as I came, and that pushed him over the edge. I felt him squeeze my ass, and try to crush me between his knees.
His cock exploded inside me, I could feel the cum shooting out of him into my ass, which was an incredibly interesting feeling. It was hot as hell, but also strange. He slowed down his thrusting, as I lay there completely limp. All I could muster for words was a “Ugghh” and “Mmmhhhh” as he asked “Are you ok? That was fucking amazing.”
He very carefully withdrew himself from my ass before his cock completely softened. Warning me before doing so which I found strange but he said other guys always did for him? That’s when I realised that I’d just been fucked in the ass by my gayish roommate, who was a virgin with girls, I don’t know what he was to be honest.
Once he was completely out, I felt the cum dribble from my ass, it dripped down just onto my pussy and lips. I felt him grab my ass cheeks and push them apart, then I felt his face between my legs and he licked me from my pussy up over my asshole up to my lower back, taking his cum in his mouth and swallowing it. It was a very strange sensation, that I was not expecting. He said “There, all clean.” Did I mention this guy was awkward?
I continued to lay there, exhausted, but relaxed. He asked “Do you want anything?”
“No” I mumbled, and I waved him away with the back of my left hand while still laying on my front, completely spent. He grabbed the cover and pulled them up over my hips and about 1/2 way up my back. I mumbled “thanks” and heard him leave the room.
The candle continued to burn and flicker, and the nature sounds video continued to play. I layed there completely unable to move.
I hope everyone enjoys this one. It was definitely one of the best orgasms I’ve ever had. Stay tuned to see where my train wreck of a life continued onto when I get a chance to continue typing up the story.
Source: reddit.com/r/gonewildstories/comments/all42u/getting_it_on_with_my_f_roommate
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Wow
You’re now banned from donating blood. :(
I thoroughly enjoyed this.
Outstanding writing! Great story.
I never leave comments, but had to for you….very hot, very well written. Great job
Damn, your posts are great. Just read them all. Very enjoyable!
I’m not much of a commenter but I discovered your stories yesterday and have been hooked! Your stories are immersive and hot as hell!